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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17009Generated: October 29, 2026

8-Trifluoroacetyl-1,4-dioxa-8-azaspiro[4.5]decane → 8-(2,2,2-Trifluoroethyl)-1,4-dioxa-8-azaspiro[4.5]decane

https://huagongshe.com/reaction/17009

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-Trifluoroacetyl-1,4-dioxa-8-azaspiro[4.5]decaneHCID 2991921—
SolventTetrahydrofuranHCID 8028—
Solvent(Dimethyl sulfide)trihydroboronHCID 12423031—
Product8-(2,2,2-Trifluoroethyl)-1,4-dioxa-8-azaspiro[4.5]decaneHCID 67007162100.8%

Reaction Steps

In the solution of 1-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-2,2,2-trifluoroethanone (20 g, 83.7 mmol) in THF, borane-methyl sulfide complex (83.7 mL, 2M solution in THF) was added at 0° C. After refluxing the reaction mixture for 12 h, the reaction was cooled and quenched with MeOH. After removal of THF, the residue was extracted with ethyl acetate and washed with brine, dried with MgSO4 and concentrated to give 8-(2,2,2-trifluoroethyl)-1,4-dioxa-8-aza-spiro[4.5]decane (19 g) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737300B2
Source datasetuspto-grants-2010_06
ORD IDord-313fb69673374c838cb2885b513fe658
Source noteuspto-grants-2010_06